EP1325732B1 - Laque capillaire à base de polyesters sulfoniques ramifiés et à haute teneur en eau - Google Patents

Laque capillaire à base de polyesters sulfoniques ramifiés et à haute teneur en eau Download PDF

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Publication number
EP1325732B1
EP1325732B1 EP02293072A EP02293072A EP1325732B1 EP 1325732 B1 EP1325732 B1 EP 1325732B1 EP 02293072 A EP02293072 A EP 02293072A EP 02293072 A EP02293072 A EP 02293072A EP 1325732 B1 EP1325732 B1 EP 1325732B1
Authority
EP
European Patent Office
Prior art keywords
styling composition
composition according
acid
weight
chosen
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP02293072A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP1325732A1 (fr
Inventor
Isabelle Rollat-Corvol
Christine Dupuis
Katarina Benabdillah
Christine Condamine
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
LOreal SA
Original Assignee
LOreal SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by LOreal SA filed Critical LOreal SA
Publication of EP1325732A1 publication Critical patent/EP1325732A1/fr
Application granted granted Critical
Publication of EP1325732B1 publication Critical patent/EP1325732B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/046Aerosols; Foams
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/85Polyesters
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/06Preparations for styling the hair, e.g. by temporary shaping or colouring

Definitions

  • the present invention relates to styling compositions packaged in an aerosol device comprising a branched sulfonic polyester and a large proportion of water, as well as a styling method using such a composition.
  • the branched sulfonic polyesters applied in the form of lacquers with a high alcohol content leave, after removal by brushing, the hair with a dry touch. This undesirable phenomenon is particularly visible for dyed hair.
  • the US Patent 4,525,524 discloses propellant-free sprayable linear sulfonic polyester compositions which can be used for hair fixation.
  • the Applicant has found that increasing the overall water content of the hair lacquers not only improves the lacquering power of the compositions obtained, but also gives the hair, after brushing, a smoother and more cosmetic feel than the known high-grade lacquers. in alcohol.
  • the invention also relates to a method of capping by spraying such a styling composition, packaged in an aerosol device, on the hair.
  • the liquid phase of the styling composition of the present invention contains an aqueous or aqueous-alcoholic medium, namely a mixture of water and ethanol.
  • the weight ratio of the ethanol present in the liquid phase to dimethyl ether (propellant) is preferably less than or equal to 1.
  • the ethanol content of the liquid phase is less than or equal to 35% by weight, preferably less than or equal to 25% by weight, and in particular less than or equal to 15% by weight.
  • branched sulfonic polyesters used in the compositions of the present invention are known in the art. Their structure and synthesis are described in the documents WO 95/18191 , WO 97/08261 and WO 97/20899 .
  • the dicarboxylic acids forming units (a) may be aliphatic dicarboxylic acids, alicyclic dicarboxylic acids, aromatic dicarboxylic acids and mixtures of such acids. Examples that may be mentioned include 1,4-cyclohexanedioic acid, succinic acid, glutaric acid, adipic acid, azelaic acid, sebacic acid, fumaric acid, and acid. maleic acid, 1,3-cyclohexandioic acid, phthalic acid, terephthalic acid and isophthalic acid and a mixture of such acids.
  • the diols forming units (b) are chosen for example from alkanediols and polyalkylenediols, and examples that may be mentioned include ethylene glycol, propylene glycol, diethylene glycol, triethylene glycol and polypropylene glycol.
  • the diamines capable of forming part of the units (b) are preferably chosen from alkanediamines and poly (oxyalkylene) diamines.
  • sulfonic function of units (c) encompasses both the sulfonic acid function (-SO 3 H) and the corresponding salified functions obtained by neutralization of the sulfonic acid function with a base, for example with an alkali metal hydroxide. .
  • the sulfonic functions are preferably in the form neutralized with an organic or inorganic base.
  • the units (c) are derived, for example, from dicarboxylic acids, dicarboxylic acid esters, glycols and hydroxy acids, all of them bearing at least one sulphonic group, in acidic and / or neutralized form, preferably in neutralized form. .
  • the units (c) bearing at least one sulphonic function preferably represent from 2 to 15 mol% of all the monomers.
  • the units (d) derived from multifunctional monomers are preferably present in an amount of between 0.1 and 40 mol% relative to all the monomers.
  • the multifunctional monomers forming units (d) are chosen, for example, from trimethylolethane, trimethylolpropane, glycerol, pentaerythritol, sorbitol, trimellitic anhydride, erythritol, threitol, dipentaerythritol, pyromellitic dianhydride, and the like. dimethylpropionic acid.
  • the branched sulphonic polyesters may comprise, in addition to the four types of units (a) to (d) described above, units (e) derived from monomers comprising two different reactive functional groups, chosen, for example, from hydroxy carboxylic acids and amino acids carboxylic acids or a mixture thereof. These units (e) may represent up to 40 mol% of all the monomers (a), (b), (c), (d) and (e).
  • the branched sulfonic polymers used in the present invention are preferably obtained from a monomer mixture in which the number of carboxylic acid functional equivalents is substantially equal to the number of equivalents of hydroxyl functions and amino functions. , possibly present.
  • Branched sulfonic polyesters therefore have a relatively high molecular weight.
  • Their number-average molecular weight (M n ), determined by size exclusion chromatography (SEC), is preferably greater than 5000 g / mol.
  • Their polydispersity index is greater than 3, preferably about 4.
  • the branched sulfonic polymers used in the hair styling compositions of the present invention are known and marketed for example by the company Eastman.
  • the capping compositions of the present invention preferably have a water content in the liquid phase of from 70 to 98% by weight, preferably from 75 to 96% by weight.
  • the liquid phase may contain hydroxylated hydrocarbon compounds other than ethanol, for example glycerol and isopropanol.
  • the liquid phase, also referred to as "juice”, of the hair styling compositions of the present invention must have a minimal concentration of branched sulfonic polyester allowing the deposition of a sufficient amount of polymer for the fixation of the hair.
  • a branched sulphonic polyester concentration of between 0.2 and 15%, based on the total weight of the liquid phase of the styling composition, is well suited to the invention.
  • a concentration range of from 0.5 to 10% by weight of the liquid phase is preferred.
  • the propellant namely dimethyl ether, represents from 35 to 55% of the total weight of the aerosol styling composition of the present invention.
  • the hair styling compositions of the present invention may contain - in addition to one or more branched polyesters - one or more other known anionic, nonionic, amphoteric or cationic film-forming fixing polymers in the dissolved or dispersed state (latex).
  • the hair styling compositions of the present invention may further contain one or more cosmetic or formulation additives commonly used in the cosmetics field.
  • cosmetic or formulation additives include UV filters, perfumes, preservatives, pigments and dyes, solubilizing agents, anti-foam agents, vitamins, conditioning agents such as soluble, dispersed silicones. or microdisperse, organic or inorganic particles, synthetic or not, or surfactants.
  • the hair styling compositions of the present invention are preferably hair lacquers.
  • a capillary lacquer A with a high water content according to the invention is prepared and a comparative low-water capillary lacquer B having the following compositions: ingredients Lacquer A (according to the invention) Lacquer B (comparative) branched sulfonic polyester AQ 1350 (Eastman) 3.5% by weight of active ingredient (ai) (ie 5.4% by weight of ma relative to the liquid phase) 3.5% by weight of active material (ie 5.4% by weight relative to the liquid phase) Water 41.5% by weight (ie 63.8% relative to the liquid phase) 26.5% by weight (ie 40.8% relative to the liquid phase) Ethanol 20% by weight (ie 30.8% relative to the liquid phase) 35% by weight (ie 53.8% relative to the liquid phase dimethyl ether 35% by weight 35% by weight
  • Both lacquers are sprayed on models. Each composition is sprayed in comparison on a half-head. The results are judged by sensory evaluation by a trained expert.
  • the lacquering power is more important for the lacquer A according to the invention than for comparative lacquer B.
  • the hair after brushing is smoother and less dry for lacquer A according to the invention.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Dispersion Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)
  • Detergent Compositions (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
EP02293072A 2001-12-17 2002-12-12 Laque capillaire à base de polyesters sulfoniques ramifiés et à haute teneur en eau Expired - Lifetime EP1325732B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR0116318 2001-12-17
FR0116318A FR2833491B1 (fr) 2001-12-17 2001-12-17 Laque capillaire a base de polyesters sulfoniques ramifies et a haute teneur en eau

Publications (2)

Publication Number Publication Date
EP1325732A1 EP1325732A1 (fr) 2003-07-09
EP1325732B1 true EP1325732B1 (fr) 2008-09-17

Family

ID=8870584

Family Applications (1)

Application Number Title Priority Date Filing Date
EP02293072A Expired - Lifetime EP1325732B1 (fr) 2001-12-17 2002-12-12 Laque capillaire à base de polyesters sulfoniques ramifiés et à haute teneur en eau

Country Status (7)

Country Link
US (1) US20030198603A1 (th)
EP (1) EP1325732B1 (th)
JP (1) JP3955524B2 (th)
AT (1) ATE408437T1 (th)
DE (1) DE60228929D1 (th)
ES (1) ES2312537T3 (th)
FR (1) FR2833491B1 (th)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2779642B1 (fr) * 1998-06-11 2002-05-17 Oreal Composition cosmetique comprenant au moins un polyester sulfonique ramifie et au moins un agent de conditionnement
FR2869319B1 (fr) * 2004-04-23 2008-03-14 Oreal Gel concentre en polyester sulfonique ramifie et procede de preparation de ce gel
FR2874822B1 (fr) * 2004-09-09 2007-04-13 Oreal Dispositif aerosol contenant au moins un polymere de type amps et au moins un polymere fixant
EP1796614B1 (fr) * 2004-09-09 2018-05-30 L' Or Al Dispositif aerosol contenant au moins un polymere de type amps et au moins un polymere fixant
US20080069780A1 (en) * 2006-04-05 2008-03-20 S.C. Johnson & Son, Inc. High Concentration Single Phase Gycol Aerosol Air Sanitizer with Dimethyl Ether Propellant/Solvent
JP5756595B2 (ja) * 2008-12-17 2015-07-29 ロレアル 分枝状スルホポリエステル、および特定の増粘剤を含む化粧用組成物、ならびにヘアスタイリングにおける使用
DE102016219843A1 (de) * 2016-10-12 2018-04-12 Henkel Ag & Co. Kgaa Wirkstoffmischungen für Stylingmittel

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2633418B2 (de) * 1976-07-24 1979-01-25 Hoechst Ag, 6000 Frankfurt Haarbehandlungsmittel
US4525524A (en) * 1984-04-16 1985-06-25 The Goodyear Tire & Rubber Company Polyester composition
ZA924247B (en) * 1991-06-18 1993-03-31 Curtis Helene Ind Inc Aqueous hair styling aid
IL100319A0 (en) * 1991-07-23 1992-09-06 Curtis Helene Ind Inc Composition and method for protecting hair against thermal degradation and to aid in hair styling
FR2779642B1 (fr) * 1998-06-11 2002-05-17 Oreal Composition cosmetique comprenant au moins un polyester sulfonique ramifie et au moins un agent de conditionnement
DE19943430A1 (de) * 1999-09-08 2001-03-15 Beiersdorf Ag Kombination aus neuen fluormodifizierten Kammpolymeren mit ausgewähltem Lithium-Natrium-Verhältnis und anionischen oder amphoteren Polymeren und deren Anwendung in haarkosmetischen Zubereitungen

Also Published As

Publication number Publication date
EP1325732A1 (fr) 2003-07-09
JP2003192545A (ja) 2003-07-09
JP3955524B2 (ja) 2007-08-08
FR2833491A1 (fr) 2003-06-20
ES2312537T3 (es) 2009-03-01
DE60228929D1 (de) 2008-10-30
ATE408437T1 (de) 2008-10-15
US20030198603A1 (en) 2003-10-23
FR2833491B1 (fr) 2004-10-08

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